European Journal of Chemistry 2014, 5(1), 189-191 | doi: https://doi.org/10.5155/eurjchem.5.1.189-191.916 | Get rights and content

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1,1-Diphenyl-2-picrylhydrazyl radical scavenging activity of novel dihydropyridine derivatives


Ayaz Anwar (1) , Abdul Hameed (2,*) , Shahida Perveen (3) , Maliha Uroos (4) , Muhammad Iqbal Choudhary (5) , Fatima Zahra Basha (6)

(1) Husein Ebrahim Jamal Research Institute of Chemistry, International Centre for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
(2) Husein Ebrahim Jamal Research Institute of Chemistry, International Centre for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
(3) Husein Ebrahim Jamal Research Institute of Chemistry, International Centre for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
(4) Institute of Agricultural Sciences, University of the Punjab, Quaid-e-Azam Campus, Lahore, 54590 Pakistan
(5) Department of Biochemistry, Faculty of Science, King Abdulaziz University, Jeddah-21412, Saudi Arabia
(6) Husein Ebrahim Jamal Research Institute of Chemistry, International Centre for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
(*) Corresponding Author

Received: 04 Sep 2013 | Revised: 25 Oct 2013 | Accepted: 26 Oct 2013 | Published: 31 Mar 2014 | Issue Date: March 2014

Abstract


Thirteen dihydropyridine analogues 1-13 were synthesized and evaluated for their DPPH radical scavenging activity. A good to moderate antioxidant activity ranging from 127.4 to 284.5 μM was observed and structure-activity relationship was established. The 3'-fluoro derivative 8 (IC50 = 127.4±3.5 μM) was found to exhibit highest activity among the dihydro pyridine derivatives 1-13, while the other derivatives 11 (IC50 = 132.5±3.32 μM), 6 (IC50 = 142.2±0.60 μM), 10 (IC50 = 144.7±2.46 μM), 12 (IC50 = 153.7±0.50 μM), 5 (IC50 = 161.4±2.81 μM) and 5 (IC50 = 164.4±2.50 μM) possess moderate activity, depends upon the C-4 and C-6 substituted groups. The compounds 7, 13, 4, 3 and 2 have lowest IC50 values, ranging between 172.8 and 284.5 μM. Dihydropyridine analogues were characterized by spectroscopic techniques.


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Keywords


Oxidative stress; Antioxidant activity; Reactive oxygen species; DPPH radical scavengers; Knoevenagel condensation; Dihydropyridine derivatives

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DOI: 10.5155/eurjchem.5.1.189-191.916

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Funding information


Higher Education Commission (HEC), Pakistan and Husein Ebrahim Jamal Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan

Citations

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[1]. Ayaz Anwar, Ruqaiyyah Siddiqui, Abdul Hameed, Muhammad R. Shah, Naveed A. Khan
Synthetic Dihydropyridines as Novel Antiacanthamoebic Agents
Medicinal Chemistry  16(7), 841, 2020
DOI: 10.2174/1573406415666190722113412
/


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How to cite


Anwar, A.; Hameed, A.; Perveen, S.; Uroos, M.; Choudhary, M.; Basha, F. Eur. J. Chem. 2014, 5(1), 189-191. doi:10.5155/eurjchem.5.1.189-191.916
Anwar, A.; Hameed, A.; Perveen, S.; Uroos, M.; Choudhary, M.; Basha, F. 1,1-Diphenyl-2-picrylhydrazyl radical scavenging activity of novel dihydropyridine derivatives. Eur. J. Chem. 2014, 5(1), 189-191. doi:10.5155/eurjchem.5.1.189-191.916
Anwar, A., Hameed, A., Perveen, S., Uroos, M., Choudhary, M., & Basha, F. (2014). 1,1-Diphenyl-2-picrylhydrazyl radical scavenging activity of novel dihydropyridine derivatives. European Journal of Chemistry, 5(1), 189-191. doi:10.5155/eurjchem.5.1.189-191.916
Anwar, Ayaz, Abdul Hameed, Shahida Perveen, Maliha Uroos, Muhammad Iqbal Choudhary, & Fatima Zahra Basha. "1,1-Diphenyl-2-picrylhydrazyl radical scavenging activity of novel dihydropyridine derivatives." European Journal of Chemistry [Online], 5.1 (2014): 189-191. Web. 4 Jun. 2023
Anwar, Ayaz, Hameed, Abdul, Perveen, Shahida, Uroos, Maliha, Choudhary, Muhammad, AND Basha, Fatima. "1,1-Diphenyl-2-picrylhydrazyl radical scavenging activity of novel dihydropyridine derivatives" European Journal of Chemistry [Online], Volume 5 Number 1 (31 March 2014)

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